Abstract
AbstractThe synthesis of eight novel compounds with meso‐5‐bromo‐10,15,20‐tri(p‐tolyl)‐21‐thiaporphyrin as a key synthon under mild Pd‐coupling conditions is reported. The title compound was prepared easily by treating the readily available 10,15,20‐tri(p‐tolyl)‐21‐thiaporphyrin with N‐bromosuccinimide at room temperature for 10 min. The use of the title compound was demonstrated by synthesizing 21‐thiaporphyrin‐based complex systems such as ethyne‐bridged N3S‐N3S dyad, phenylethyne‐bridged N3S‐N3O dyad, N3S‐N2S2 dyad, meso‐meso‐linked ZnN4‐N3S dyad and ZnN4‐N3S‐ZnN4 triad under mild Pd‐mediated coupling conditions. The steady‐state fluorescence studies indicated a possibility of an efficient energy transfer between the two porphyrin subunits in the dyads and triad. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
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